RU2702630C2 - Бензоксазины и содержащие их композиции - Google Patents
Бензоксазины и содержащие их композиции Download PDFInfo
- Publication number
- RU2702630C2 RU2702630C2 RU2017127148A RU2017127148A RU2702630C2 RU 2702630 C2 RU2702630 C2 RU 2702630C2 RU 2017127148 A RU2017127148 A RU 2017127148A RU 2017127148 A RU2017127148 A RU 2017127148A RU 2702630 C2 RU2702630 C2 RU 2702630C2
- Authority
- RU
- Russia
- Prior art keywords
- benzoxazine
- curable composition
- benzoxazines
- composition according
- mixture
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 90
- 150000005130 benzoxazines Chemical class 0.000 title claims abstract description 66
- CMLFRMDBDNHMRA-UHFFFAOYSA-N 2h-1,2-benzoxazine Chemical compound C1=CC=C2C=CNOC2=C1 CMLFRMDBDNHMRA-UHFFFAOYSA-N 0.000 claims abstract description 99
- 239000011347 resin Substances 0.000 claims abstract description 45
- 229920005989 resin Polymers 0.000 claims abstract description 45
- 239000007788 liquid Substances 0.000 claims abstract description 37
- -1 halogenated benzoxazine compound Chemical class 0.000 claims abstract description 22
- 239000002131 composite material Substances 0.000 claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- 230000001588 bifunctional effect Effects 0.000 claims description 19
- 230000009477 glass transition Effects 0.000 claims description 9
- 238000012545 processing Methods 0.000 claims description 9
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- 239000004643 cyanate ester Substances 0.000 claims description 2
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 2
- 229920001568 phenolic resin Polymers 0.000 claims description 2
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 claims 1
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- 229920003192 poly(bis maleimide) Polymers 0.000 claims 1
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 15
- 125000000217 alkyl group Chemical group 0.000 description 14
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 14
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- 238000000034 method Methods 0.000 description 11
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- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 10
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- 238000001721 transfer moulding Methods 0.000 description 4
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- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B29C39/00—Shaping by casting, i.e. introducing the moulding material into a mould or between confining surfaces without significant moulding pressure; Apparatus therefor
- B29C39/003—Shaping by casting, i.e. introducing the moulding material into a mould or between confining surfaces without significant moulding pressure; Apparatus therefor characterised by the choice of material
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
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- B29C43/003—Compression moulding, i.e. applying external pressure to flow the moulding material; Apparatus therefor characterised by the choice of material
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C45/00—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/04—Layered products comprising a layer of synthetic resin as impregnant, bonding, or embedding substance
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
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- C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
- C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
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- C07D265/12—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems
- C07D265/14—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D265/16—1,3-Oxazines; Hydrogenated 1,3-oxazines condensed with carbocyclic rings or ring systems condensed with one six-membered ring with only hydrogen or carbon atoms directly attached in positions 2 and 4
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0233—Polyamines derived from (poly)oxazolines, (poly)oxazines or having pendant acyl groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
- C08K5/357—Six-membered rings
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/34—Condensation polymers of aldehydes or ketones with monomers covered by at least two of the groups C08L61/04, C08L61/18 and C08L61/20
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
- C08J2361/34—Condensation polymers of aldehydes or ketones with monomers covered by at least two of the groups C08J2361/04, C08J2361/18, and C08J2361/20
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2379/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2361/00 - C08J2377/00
- C08J2379/02—Polyamines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/16—Applications used for films
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Reinforced Plastic Materials (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
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US201462097280P | 2014-12-29 | 2014-12-29 | |
US62/097,280 | 2014-12-29 | ||
PCT/US2015/067614 WO2016109399A1 (en) | 2014-12-29 | 2015-12-28 | Benzoxazines and compositions containing the same |
Publications (3)
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RU2017127148A RU2017127148A (ru) | 2019-01-31 |
RU2017127148A3 RU2017127148A3 (es) | 2019-04-15 |
RU2702630C2 true RU2702630C2 (ru) | 2019-10-09 |
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RU2017127148A RU2702630C2 (ru) | 2014-12-29 | 2015-12-28 | Бензоксазины и содержащие их композиции |
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US (3) | US20160185908A1 (es) |
EP (1) | EP3240829B1 (es) |
JP (1) | JP6735755B2 (es) |
KR (1) | KR20170101293A (es) |
CN (1) | CN107108827B (es) |
AU (1) | AU2015374285B2 (es) |
BR (1) | BR112017013941B1 (es) |
CA (1) | CA2971731A1 (es) |
ES (1) | ES2757824T3 (es) |
RU (1) | RU2702630C2 (es) |
TW (1) | TWI685534B (es) |
WO (1) | WO2016109399A1 (es) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RU2792592C1 (ru) * | 2022-11-16 | 2023-03-22 | федеральное государственное автономное образовательное учреждение высшего образования "Казанский (Приволжский) федеральный университет" (ФГАОУ ВО КФУ) | Состав и способ получения связующего на основе эпоксидно-бензоксазиновой композиции |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107108885B (zh) * | 2014-12-29 | 2019-09-03 | 塞特工业公司 | 三官能苯并噁嗪以及其在可固化树脂组合物和复合材料中的用途 |
US10125231B2 (en) * | 2015-10-05 | 2018-11-13 | Raytheon Company | Benzoxazine cyanate ester resin for pyrolisis densification of carbon-carbon composites |
CN106967001B (zh) * | 2017-04-07 | 2019-06-18 | 杭州中一科技有限公司 | 一种三元苯并噁嗪-邻苯二甲腈中间体、制备方法及其聚合物 |
CN106967002A (zh) * | 2017-04-07 | 2017-07-21 | 常州焱晶科技有限公司 | 一种三元苯并噁嗪中间体、制备方法及其聚合物 |
WO2019178547A1 (en) * | 2018-03-16 | 2019-09-19 | The Regents Of The University Of California | Benzoxazine polymers and methods of making and using the same |
US11124608B2 (en) * | 2018-04-04 | 2021-09-21 | Case Western Reserve University | Polybenzoxazine resins with high hydrogen content, and composites therefrom |
CN108589298B (zh) * | 2018-04-16 | 2020-11-20 | 华东理工大学 | 一种基于生物基苯并噁嗪和植物纤维的全生物基复合材料及其制备方法 |
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WO2008076244A1 (en) * | 2006-12-13 | 2008-06-26 | Henkel Corporation | Prepreg laminates |
JP2008214561A (ja) * | 2007-03-07 | 2008-09-18 | Toray Ind Inc | 繊維強化複合材料用樹脂組成物、プリプレグおよび繊維強化複合材料。 |
US20100204400A1 (en) * | 2007-12-06 | 2010-08-12 | Henkel Ag & Co. Kgaa | Curable compositions containing isocyanate-based tougheners |
WO2011130188A2 (en) * | 2010-04-13 | 2011-10-20 | Henkel Corporation | Curable compositions, processes for using such compositions to prepare composites and processes for preparing composites having superior surface finish and high fiber consolidation |
RU2480465C2 (ru) * | 2008-02-21 | 2013-04-27 | ХАНТСМАН ЭДВАНСТ МАТИРИАЛЗ АМЕРИКАС ЭлЭлСи. | Безгалогеновые, основанные на безоксазине, отверждаемые композиции с высокой температурой стеклования |
US20130267659A1 (en) * | 2012-03-29 | 2013-10-10 | Cytec Technology Corp. | Benzoxazines and Compositions Containing the Same |
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JPH11217416A (ja) * | 1998-02-02 | 1999-08-10 | Showa Highpolymer Co Ltd | 熱硬化性組成物 |
WO2008156443A1 (en) * | 2007-06-18 | 2008-12-24 | Henkel Corporation | Benzoxazine containing compositions of matter and curable compositions made therewith |
JP5484464B2 (ja) * | 2008-08-14 | 2014-05-07 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | 重合性組成物 |
GB201101302D0 (en) * | 2011-01-25 | 2011-03-09 | Cytec Tech Corp | Benzoxazine resins |
GB201322758D0 (en) * | 2013-12-20 | 2014-02-05 | Cytec Ind Inc | Multifunctional benzoxazines and composite materials incorporating then same |
-
2015
- 2015-12-28 EP EP15832977.1A patent/EP3240829B1/en active Active
- 2015-12-28 AU AU2015374285A patent/AU2015374285B2/en not_active Ceased
- 2015-12-28 ES ES15832977T patent/ES2757824T3/es active Active
- 2015-12-28 KR KR1020177021045A patent/KR20170101293A/ko active IP Right Grant
- 2015-12-28 TW TW104144067A patent/TWI685534B/zh not_active IP Right Cessation
- 2015-12-28 CN CN201580071790.5A patent/CN107108827B/zh active Active
- 2015-12-28 CA CA2971731A patent/CA2971731A1/en not_active Abandoned
- 2015-12-28 RU RU2017127148A patent/RU2702630C2/ru active
- 2015-12-28 BR BR112017013941-3A patent/BR112017013941B1/pt active IP Right Grant
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- 2015-12-28 JP JP2017534645A patent/JP6735755B2/ja active Active
- 2015-12-29 US US14/982,057 patent/US20160185908A1/en not_active Abandoned
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2020
- 2020-06-02 US US16/891,021 patent/US11566106B2/en active Active
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2022
- 2022-12-22 US US18/087,018 patent/US20230133556A1/en active Pending
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WO2008076244A1 (en) * | 2006-12-13 | 2008-06-26 | Henkel Corporation | Prepreg laminates |
JP2008214561A (ja) * | 2007-03-07 | 2008-09-18 | Toray Ind Inc | 繊維強化複合材料用樹脂組成物、プリプレグおよび繊維強化複合材料。 |
US20100204400A1 (en) * | 2007-12-06 | 2010-08-12 | Henkel Ag & Co. Kgaa | Curable compositions containing isocyanate-based tougheners |
RU2480465C2 (ru) * | 2008-02-21 | 2013-04-27 | ХАНТСМАН ЭДВАНСТ МАТИРИАЛЗ АМЕРИКАС ЭлЭлСи. | Безгалогеновые, основанные на безоксазине, отверждаемые композиции с высокой температурой стеклования |
WO2011130188A2 (en) * | 2010-04-13 | 2011-10-20 | Henkel Corporation | Curable compositions, processes for using such compositions to prepare composites and processes for preparing composites having superior surface finish and high fiber consolidation |
US20130267659A1 (en) * | 2012-03-29 | 2013-10-10 | Cytec Technology Corp. | Benzoxazines and Compositions Containing the Same |
Cited By (2)
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RU2797593C1 (ru) * | 2022-06-30 | 2023-06-07 | федеральное государственное бюджетное образовательное учреждение высшего образования "Казанский национальный исследовательский технический университет им. А.Н.Туполева-КАИ" | Циан-бензоксазиновая композиция с пониженной температурой отверждения и способ ее получения |
RU2792592C1 (ru) * | 2022-11-16 | 2023-03-22 | федеральное государственное автономное образовательное учреждение высшего образования "Казанский (Приволжский) федеральный университет" (ФГАОУ ВО КФУ) | Состав и способ получения связующего на основе эпоксидно-бензоксазиновой композиции |
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RU2017127148A (ru) | 2019-01-31 |
CN107108827B (zh) | 2020-09-04 |
ES2757824T3 (es) | 2020-04-30 |
JP2018500442A (ja) | 2018-01-11 |
KR20170101293A (ko) | 2017-09-05 |
BR112017013941B1 (pt) | 2021-08-24 |
TWI685534B (zh) | 2020-02-21 |
EP3240829A1 (en) | 2017-11-08 |
CA2971731A1 (en) | 2016-07-07 |
WO2016109399A1 (en) | 2016-07-07 |
US20160185908A1 (en) | 2016-06-30 |
EP3240829B1 (en) | 2019-08-21 |
CN107108827A (zh) | 2017-08-29 |
US20200291179A1 (en) | 2020-09-17 |
AU2015374285B2 (en) | 2019-04-18 |
AU2015374285A1 (en) | 2017-06-15 |
JP6735755B2 (ja) | 2020-08-05 |
US20230133556A1 (en) | 2023-05-04 |
US11566106B2 (en) | 2023-01-31 |
BR112017013941A2 (pt) | 2018-01-02 |
TW201631015A (zh) | 2016-09-01 |
RU2017127148A3 (es) | 2019-04-15 |
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